(6R)-3-acetoxymethyl-7t-(2-nitro-benzene(Ξ)sulfinylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Base Information

• Chemical Name: (6R)-3-acetoxymethyl-7t-(2-nitro-benzene(Ξ)sulfinylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
• CAS No.: 73387-42-5
• Molecular Formula: C₂₉H₂₅N₃O₈S₂
• Molecular Weight: 607.665
• Mol file: 73387-42-5.mol

Synonyms:

Chemical Property of (6R)-3-acetoxymethyl-7t-(2-nitro-benzene(Ξ)sulfinylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R)-3-acetoxymethyl-7t-(2-nitro-benzene(Ξ)sulfinylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

There total 1 articles about (6R)-3-acetoxymethyl-7t-(2-nitro-benzene(Ξ)sulfinylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

3-deacetyloxy-7-aminocephalosporanic acid (22252-43-3,26395-99-3,70287-30-8,72059-35-9) + ortho-nitrophenylsulfinyl chloride (36828-02-1) + ethyl acetate (141-78-6) + diazodiphenylmethane (908093-98-1) → (6R)-3-acetoxymethyl-7t-(2-nitro-benzene(Ξ)sulfinylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (73387-42-5)

Guidance literature:

Multistep reaction; (i) Et₃N, CH₂Cl₂, (ii) /BRN= 506104/, (iii) /BRN= 779235/, THF;

DOI:10.1248/cpb.27.2727

Reference yield:

(6R)-3-acetoxymethyl-7t-(2-nitro-benzene(Ξ)sulfinylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (73387-42-5) → (6R)-3-acetoxymethyl-7-(2-nitro-phenylsulfanylimino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid benzhydryl ester + (R)-3-acetoxymethyl-7-(2-nitro-phenylsulfanylimino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (65269-21-8)

Guidance literature:

With quinoline; thionyl chloride; In chloroform; at 0 ℃; for 1.5h;

DOI:10.1248/cpb.27.2727

upstream raw materials:

3-deacetyloxy-7-aminocephalosporanic acid

ortho-nitrophenylsulfinyl chloride

ethyl acetate

diazodiphenylmethane

Downstream raw materials:

(R)-3-acetoxymethyl-7-(2-nitro-phenylsulfanylimino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester